tert-butyl-{2-[6-((E)-4,8-dimethylnona-3,7-dienyl)-(1S,6S)-dimethylcyclohexa-2,4-dienyl]-ethoxy}-diphenylsilane

Base Information

Chemical Name:tert-butyl-{2-[6-((E)-4,8-dimethylnona-3,7-dienyl)-(1S,6S)-dimethylcyclohexa-2,4-dienyl]-ethoxy}-diphenylsilane
CAS No.:1026607-03-3
Molecular Formula:C₃₇H₅₂OSi
Molecular Weight:540.905
Hs Code.:

Synonyms:tert-butyl-{2-[6-((E)-4,8-dimethylnona-3,7-dienyl)-(1S,6S)-dimethylcyclohexa-2,4-dienyl]-ethoxy}-diphenylsilane

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Chemical Property of tert-butyl-{2-[6-((E)-4,8-dimethylnona-3,7-dienyl)-(1S,6S)-dimethylcyclohexa-2,4-dienyl]-ethoxy}-diphenylsilane

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Technology Process of tert-butyl-{2-[6-((E)-4,8-dimethylnona-3,7-dienyl)-(1S,6S)-dimethylcyclohexa-2,4-dienyl]-ethoxy}-diphenylsilane

There total 15 articles about tert-butyl-{2-[6-((E)-4,8-dimethylnona-3,7-dienyl)-(1S,6S)-dimethylcyclohexa-2,4-dienyl]-ethoxy}-diphenylsilane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 915315-58-1
(4'aR,8'aS)-dimethyl-1',3',4',5',8',8'a-hexahydro-spiro[[1,3]dioxolane-2,2'-naphthalene]

: 1026607-03-3
tert-butyl-{2-[6-((E)-4,8-dimethylnona-3,7-dienyl)-(1S,6S)-dimethylcyclohexa-2,4-dienyl]-ethoxy}-diphenylsilane

Guidance literature:: Multi-step reaction with 10 steps

1.1: ozone gas / CH₂Cl₂; methanol / 0.58 h / -78 °C

1.2: 15.0 g / sodium borohydride / CH₂Cl₂; methanol / 30 h / -15 °C

2.1: 31.0 g / 4-dimethylaminopyridine / dimethylformamide; various solvent(s) / 24 h / 20 °C

3.1: para-toluenesulfonic acid monohydrate / acetone; H₂O / 3 h / Heating

4.1: para-toluenesulfonic acid monohydrate / tetrahydrofuran / 1 h / Heating

5.1: lithium hydride / tetrahydrofuran; toluene / 65 h

5.2: N-bromosuccinimide; dibenzoylperoxide / CCl₄ / 0.75 h

5.3: 15.0 g / potassium tert-butoxide; tetrabutyltinhydride; 2,2'-azobisisobutyronitrile / tetrahydrofuran / 77 h / Heating

6.1: 6.40 g / MgSO₄; tetramethylammoniumhydroxide; tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h / 0 °C

7.1: 85 percent / PMe₃ / tetrahydrofuran / 1 h / 20 °C

8.1: 95 percent / aq. H₂O₂ / tetrahydrofuran / 0 °C

9.1: BH₃*Me₂S / tetrahydrofuran / 1.25 h / 0 - 20 °C

10.1: 80.5 percent / CH₂Cl₂; Ph₃As; Cs₂CO₃ / PdCl₂(dppf) / dimethylformamide; tetrahydrofuran; H₂O / 40 h / 20 °C

With dmap; dichloromethane; triphenyl-arsane; dimethylsulfide borane complex; tetramethyl ammoniumhydroxide; tetrabutyl ammonium fluoride; dihydrogen peroxide; lithium hydride; magnesium sulfate; caesium carbonate; toluene-4-sulfonic acid; ozone; trimethylphosphane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; 10.1: Suzuki-Miyaura cross-coupling;
DOI:10.1021/ol061962z

Reference yield:

: 915315-57-0
(8'aS)-methyl-1',3',4',5',8',8'a-hexahydro-spiro[[1,3]dioxolane-2,2'-naphthalene]-(4'aS)-carbonitrile

: 1026607-03-3
tert-butyl-{2-[6-((E)-4,8-dimethylnona-3,7-dienyl)-(1S,6S)-dimethylcyclohexa-2,4-dienyl]-ethoxy}-diphenylsilane

Guidance literature:: Multi-step reaction with 13 steps

1.1: diisobutylaluminum hydride / toluene / 2 h

2.1: hydrazine hydrate; hydrazine dihydrochloride / triethylene glycol / 1 h / 130 °C

3.1: 8.55 g / KOH / 220 °C

4.1: ozone gas / CH₂Cl₂; methanol / 0.58 h / -78 °C

4.2: 15.0 g / sodium borohydride / CH₂Cl₂; methanol / 30 h / -15 °C

5.1: 31.0 g / 4-dimethylaminopyridine / dimethylformamide; various solvent(s) / 24 h / 20 °C

6.1: para-toluenesulfonic acid monohydrate / acetone; H₂O / 3 h / Heating

7.1: para-toluenesulfonic acid monohydrate / tetrahydrofuran / 1 h / Heating

8.1: lithium hydride / tetrahydrofuran; toluene / 65 h

8.2: N-bromosuccinimide; dibenzoylperoxide / CCl₄ / 0.75 h

8.3: 15.0 g / potassium tert-butoxide; tetrabutyltinhydride; 2,2'-azobisisobutyronitrile / tetrahydrofuran / 77 h / Heating

9.1: 6.40 g / MgSO₄; tetramethylammoniumhydroxide; tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h / 0 °C

10.1: 85 percent / PMe₃ / tetrahydrofuran / 1 h / 20 °C

11.1: 95 percent / aq. H₂O₂ / tetrahydrofuran / 0 °C

12.1: BH₃*Me₂S / tetrahydrofuran / 1.25 h / 0 - 20 °C

13.1: 80.5 percent / CH₂Cl₂; Ph₃As; Cs₂CO₃ / PdCl₂(dppf) / dimethylformamide; tetrahydrofuran; H₂O / 40 h / 20 °C

With dmap; potassium hydroxide; hydrazine dihydrochloride; dichloromethane; triphenyl-arsane; dimethylsulfide borane complex; tetramethyl ammoniumhydroxide; tetrabutyl ammonium fluoride; dihydrogen peroxide; lithium hydride; diisobutylaluminium hydride; magnesium sulfate; caesium carbonate; toluene-4-sulfonic acid; ozone; hydrazine hydrate; trimethylphosphane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; 2,2'-[1,2-ethanediylbis(oxy)]bisethanol; 13.1: Suzuki-Miyaura cross-coupling;
DOI:10.1021/ol061962z

Reference yield:

: C-((4'aS,8'aS)-8'a-Methyl-1',3',4',5',8',8'a-hexahydro-spiro[[1,3]dioxolane-2,2'-naphthalen]-4'a-yl)-methyleneamine

: 1026607-03-3
tert-butyl-{2-[6-((E)-4,8-dimethylnona-3,7-dienyl)-(1S,6S)-dimethylcyclohexa-2,4-dienyl]-ethoxy}-diphenylsilane

Guidance literature:: Multi-step reaction with 12 steps

1.1: hydrazine hydrate; hydrazine dihydrochloride / triethylene glycol / 1 h / 130 °C

2.1: 8.55 g / KOH / 220 °C

3.1: ozone gas / CH₂Cl₂; methanol / 0.58 h / -78 °C

3.2: 15.0 g / sodium borohydride / CH₂Cl₂; methanol / 30 h / -15 °C

4.1: 31.0 g / 4-dimethylaminopyridine / dimethylformamide; various solvent(s) / 24 h / 20 °C

5.1: para-toluenesulfonic acid monohydrate / acetone; H₂O / 3 h / Heating

6.1: para-toluenesulfonic acid monohydrate / tetrahydrofuran / 1 h / Heating

7.1: lithium hydride / tetrahydrofuran; toluene / 65 h

7.2: N-bromosuccinimide; dibenzoylperoxide / CCl₄ / 0.75 h

7.3: 15.0 g / potassium tert-butoxide; tetrabutyltinhydride; 2,2'-azobisisobutyronitrile / tetrahydrofuran / 77 h / Heating

8.1: 6.40 g / MgSO₄; tetramethylammoniumhydroxide; tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h / 0 °C

9.1: 85 percent / PMe₃ / tetrahydrofuran / 1 h / 20 °C

10.1: 95 percent / aq. H₂O₂ / tetrahydrofuran / 0 °C

11.1: BH₃*Me₂S / tetrahydrofuran / 1.25 h / 0 - 20 °C

12.1: 80.5 percent / CH₂Cl₂; Ph₃As; Cs₂CO₃ / PdCl₂(dppf) / dimethylformamide; tetrahydrofuran; H₂O / 40 h / 20 °C

With dmap; potassium hydroxide; hydrazine dihydrochloride; dichloromethane; triphenyl-arsane; dimethylsulfide borane complex; tetramethyl ammoniumhydroxide; tetrabutyl ammonium fluoride; dihydrogen peroxide; lithium hydride; magnesium sulfate; caesium carbonate; toluene-4-sulfonic acid; ozone; hydrazine hydrate; trimethylphosphane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; 2,2'-[1,2-ethanediylbis(oxy)]bisethanol; 12.1: Suzuki-Miyaura cross-coupling;
DOI:10.1021/ol061962z